Hillsborough County Vacations & Trips from ¥211,743

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Top destinations in Hillsborough County

A city skyline with illuminated buildings, a bridge over a river, and a park with trees.

Tampa

Tampa

The Latest Hillsborough County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

¥211,743
per person
Nov 7 - Nov 15
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,000 reviews)
The stay was immaculate. It was secluded and quiet. The perfect resting place for celebrating my husband’s birthday. We were near everything we wanted to enjoy. The staff was amazing; Morgan gave an excellent introduction to the property and we enjoyed throughly and hassle free. We will be returning in November for a concert after this amazing experience! Our pets enjoyed the property and the quiet and calm ambiance really helped them to relax into a new space.

Reviewed on Sep 14, 2026

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

¥403,595
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,208 reviews)
Overall good! I feel like it needs deeper cleaning On the floor.

Reviewed on Sep 28, 2026

Blue Tree Resort at Lake Buena Vista

Blue Tree Resort at Lake Buena Vista

¥315,364
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
8.6/10 Excellent! (2,068 reviews)
Much better than the last stay. I guess they gave us an updated room this time because this room didn’t have carpet but vinyl flooring. Much cleaner, and didn’t smell like old, soiled carpet. The walls were painted and not dirty.

Reviewed on Sep 29, 2026

Grand Lake Resort

Grand Lake Resort

¥308,604
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (253 reviews)
Dont

Reviewed on Oct 2, 2026

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

International Drive District
¥328,350
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
8.8/10 Excellent! (3,098 reviews)
Convenient affordable location. Very close to SeaWorld.

Reviewed on Oct 1, 2026

Hillsborough County Hotel Deals

OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3001 University Center Dr Tampa FL
Fully refundableReserve now, pay when you stay
¥17,942
¥20,364 total
Oct 13 - Oct 14
includes taxes & fees
8.6/10 Excellent! (3,065 reviews)
"The room was clean. It was spacious. Loved that bedroom was separate from sitting area. Was disappointed about breakfast. Pancakes were always undercooked. Eggs over salty. Poor choice of coffee, and always lacked the milk. Loved the pool and playground space. Loved that pool was opened until 11pm. ..."

Reviewed on Oct 2, 2026

OASIS BAY SUITES, Tampa, Busch Gardens, USF
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
¥17,328
¥19,667 total
Oct 12 - Oct 13
includes taxes & fees
Hilton Tampa Airport Westshore
Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

4400 W Cypress St Tampa FL
Fully refundableReserve now, pay when you stay
¥14,673
¥16,655 total
Oct 26 - Oct 27
includes taxes & fees
8.4/10 Very Good! (1,288 reviews)
"Great stay"

Reviewed on Oct 1, 2026

Four Points by Sheraton Suites Tampa Airport Westshore
See all 4,489 properties in Hillsborough County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Hillsborough County vacation package cost?
Chart your own course with our Hillsborough County vacation packages, which start from only ¥211,743. Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County vacation packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cozy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights — decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.

Stay near popular Hillsborough County attractions

A roller coaster with passengers at the top, surrounded by trees.

Busch Gardens Tampa Bay

8.8/10 (6,744 reviews)
This premier theme park seamlessly blends heart-racing roller coasters with one of North America's largest zoos. Experience the rush of Iron Gwazi or observe exotic wildlife on the Serengeti Plain safari.
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Raymond James Stadium with a large advertisement and a parking garage.

Raymond James Stadium

8.8/10 (3,842 reviews)
Home of the Tampa Bay Buccaneers, Raymond James Stadium features a 103-foot pirate ship that fires confetti cannons after touchdowns. Experience the electric game-day atmosphere with vibrant tailgating.
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A pedestrian bridge with a modern design, overlooking a river with a boat docked on the left.

Tampa Riverwalk

9.0/10 (7,225 reviews)
This 2.6-mile waterfront path connects Tampa's cultural treasures with scenic river views and vibrant public art. Stroll between museums and restaurants, or rent a bike to experience the illuminated pathway at sunset.
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A large guitar sculpture in front of a hotel and casino.

Seminole Hard Rock Casino Tampa

8.6/10 (4,106 reviews)
This AAA Four-Diamond casino resort boasts a vast gaming floor with high-stakes tables and thousands of slots. Complement your play with award-winning dining and luxury spa treatments at this entertainment destination.
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A modern sports stadium with large advertisements and a prominent yellow sculpture.

Benchmark International Arena

9.0/10 (1,814 reviews)
This downtown Tampa entertainment powerhouse hosts the NHL's Lightning and 150+ events annually. Watch hockey games beneath Tesla coils that shoot real lightning or catch A-list concerts in the 20,500-seat arena.
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A waterfront cityscape with prominent buildings including the Tampa Convention Center and various high-rise structures.

Tampa Convention Center

8.4/10 (2,186 reviews)
This waterfront convention center in downtown Tampa offers 600,000 square feet of versatile event space. Explore the adjacent Tampa Riverwalk for dining and entertainment before or after your event.
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A vibrant amusement park with a large Ferris wheel, various rides, and colorful food stalls.

Florida State Fairgrounds

8.4/10 (798 reviews)
This sprawling 330-acre venue hosts the renowned Florida State Fair and over 150 events annually. Explore agricultural exhibits, thrilling midway rides, and the Cracker Country Living History Museum during your visit.
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The exterior of The Florida Aquarium with a large glass structure and signage.

Florida Aquarium

8.8/10 (3,540 reviews)
The Florida Aquarium houses 7,000 aquatic species across diverse marine habitats including a 500,000-gallon coral reef. Explore touch pools or watch sharks glide overhead in this downtown Tampa educational adventure.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.